#------------------------------------------------------------------------------
#$Date: 2016-01-06 06:04:19 +0200 (Wed, 06 Jan 2016) $
#$Revision: 173526 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/83/7118331.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7118331
loop_
_publ_author_name
'Gao, Qian'
'Hao, Wen-Juan'
'Liu, Feng'
'Tu, Shu-Jiang'
'Wang, Shu-Liang'
'Li, Guigen'
'Jiang, Bo'
_publ_section_title
;
 Unexpected isocyanide-based three-component bicyclization for the
 stereoselective synthesis of densely functionalized
 pyrano[3,4-c]pyrroles.
;
_journal_issue                   5
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              900
_journal_page_last               903
_journal_paper_doi               10.1039/c5cc08071a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C21 H23 N O7'
_chemical_formula_weight         401.40
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-09-18 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                91.924(2)
_cell_angle_beta                 104.975(2)
_cell_angle_gamma                108.523(2)
_cell_formula_units_Z            2
_cell_length_a                   8.6216(13)
_cell_length_b                   9.7362(15)
_cell_length_c                   13.104(2)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.540
_cell_volume                     999.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0114
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6055
_diffrn_reflns_theta_full        28.54
_diffrn_reflns_theta_max         28.54
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0660P)²+0.2344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1311
_reflns_number_gt                3475
_reflns_number_total             5091
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc08071a2.cif
_cod_data_source_block           ab
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7118331
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.71517(14) 0.67262(11) 0.25895(9) 0.0413(3) Uani 1 1 d .
N1 N 0.90104(16) 1.16472(12) 0.26858(9) 0.0336(3) Uani 1 1 d .
O2 O 0.59603(16) 0.74348(13) 0.41618(10) 0.0528(3) Uani 1 1 d .
O5 O 1.11405(15) 0.94031(14) 0.17695(11) 0.0545(3) Uani 1 1 d .
O6 O 1.08044(17) 1.10603(13) 0.41195(10) 0.0580(4) Uani 1 1 d .
O7 O 0.65476(17) 1.12456(13) 0.12975(11) 0.0625(4) Uani 1 1 d .
O3 O 0.66934(18) 0.97152(15) 0.37495(11) 0.0595(4) Uani 1 1 d .
C2 C 0.77837(18) 0.93368(15) 0.16225(11) 0.0321(3) Uani 1 1 d .
H2 H 0.8349 0.9373 0.1059 0.039 Uiso 1 1 calc R
C5 C 0.80634(19) 0.80708(16) 0.32742(12) 0.0361(3) Uani 1 1 d .
H5 H 0.8917 0.7897 0.3863 0.043 Uiso 1 1 calc R
C6 C 0.59197(19) 0.68501(16) 0.17121(12) 0.0361(3) Uani 1 1 d .
C16 C 1.05178(19) 0.87589(16) 0.25317(14) 0.0408(4) Uani 1 1 d .
C4 C 0.97499(19) 1.07434(16) 0.32692(12) 0.0358(3) Uani 1 1 d .
C3 C 0.90141(18) 0.91963(15) 0.26565(11) 0.0324(3) Uani 1 1 d .
C14 C 0.6838(2) 0.85344(18) 0.37441(12) 0.0400(3) Uani 1 1 d .
C7 C 0.61331(19) 0.80861(15) 0.12767(11) 0.0353(3) Uani 1 1 d .
H7 H 0.5234 0.8176 0.0743 0.042 Uiso 1 1 calc R
O4 O 1.10834(18) 0.79609(16) 0.30534(14) 0.0717(4) Uani 1 1 d .
C8 C 0.4457(2) 0.54686(16) 0.13586(13) 0.0398(3) Uani 1 1 d .
C1 C 0.7640(2) 1.08368(16) 0.18238(12) 0.0369(3) Uani 1 1 d .
C18 C 0.9317(2) 1.32130(16) 0.30950(13) 0.0431(4) Uani 1 1 d .
C9 C 0.3199(3) 0.5273(2) 0.04146(15) 0.0593(5) Uani 1 1 d .
H9 H 0.3257 0.6026 -0.0008 0.071 Uiso 1 1 calc R
C11 C 0.1761(3) 0.2831(2) 0.06854(17) 0.0620(5) Uani 1 1 d .
H11 H 0.0867 0.1949 0.0457 0.074 Uiso 1 1 calc R
C12 C 0.3004(3) 0.3013(2) 0.1620(2) 0.0711(6) Uani 1 1 d .
H12 H 0.2952 0.2247 0.2031 0.085 Uiso 1 1 calc R
C13 C 0.4343(3) 0.4325(2) 0.19646(18) 0.0609(5) Uani 1 1 d .
H13 H 0.5169 0.4436 0.2608 0.073 Uiso 1 1 calc R
C19 C 0.8131(3) 1.3190(2) 0.37733(19) 0.0715(6) Uani 1 1 d .
H19A H 0.6971 1.2721 0.3352 0.107 Uiso 1 1 calc R
H19B H 0.8289 1.4172 0.4034 0.107 Uiso 1 1 calc R
H19C H 0.8381 1.2661 0.4364 0.107 Uiso 1 1 calc R
C20 C 0.8991(3) 1.40609(19) 0.21607(16) 0.0644(6) Uani 1 1 d .
H20A H 0.9651 1.3949 0.1696 0.097 Uiso 1 1 calc R
H20B H 0.9314 1.5076 0.2417 0.097 Uiso 1 1 calc R
H20C H 0.7801 1.3695 0.1777 0.097 Uiso 1 1 calc R
C10 C 0.1850(3) 0.3968(2) 0.00899(17) 0.0682(6) Uani 1 1 d .
H10 H 0.0996 0.3863 -0.0539 0.082 Uiso 1 1 calc R
C21 C 1.1184(3) 1.3953(2) 0.37510(19) 0.0722(6) Uani 1 1 d .
H21A H 1.1400 1.3511 0.4392 0.108 Uiso 1 1 calc R
H21B H 1.1397 1.4974 0.3929 0.108 Uiso 1 1 calc R
H21C H 1.1921 1.3839 0.3342 0.108 Uiso 1 1 calc R
C17 C 1.2625(3) 0.9102(3) 0.1625(2) 0.0777(7) Uani 1 1 d .
H17A H 1.3552 0.9460 0.2266 0.117 Uiso 1 1 calc R
H17B H 1.2952 0.9579 0.1046 0.117 Uiso 1 1 calc R
H17C H 1.2350 0.8067 0.1468 0.117 Uiso 1 1 calc R
C15 C 0.4888(3) 0.7759(3) 0.47514(18) 0.0718(6) Uani 1 1 d .
H15A H 0.5572 0.8531 0.5320 0.108 Uiso 1 1 calc R
H15B H 0.4349 0.6903 0.5041 0.108 Uiso 1 1 calc R
H15C H 0.4031 0.8060 0.4284 0.108 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 O1 C5 112.88(11)
C4 N1 C1 110.80(12)
C4 N1 C18 123.63(12)
C1 N1 C18 123.52(12)
C14 O2 C15 116.31(15)
C16 O5 C17 115.52(15)
C7 C2 C1 115.81(12)
C7 C2 C3 114.02(12)
C1 C2 C3 104.03(11)
O1 C5 C14 109.29(12)
O1 C5 C3 109.02(12)
C14 C5 C3 114.80(12)
C7 C6 O1 121.06(13)
C7 C6 C8 127.44(14)
O1 C6 C8 111.49(13)
O4 C16 O5 123.76(16)
O4 C16 C3 124.63(16)
O5 C16 C3 111.60(13)
O6 C4 N1 127.63(14)
O6 C4 C3 122.95(13)
N1 C4 C3 109.42(12)
C2 C3 C16 115.85(12)
C2 C3 C5 110.66(11)
C16 C3 C5 107.01(12)
C2 C3 C4 103.96(11)
C16 C3 C4 107.48(12)
C5 C3 C4 111.92(12)
O3 C14 O2 124.67(16)
O3 C14 C5 125.47(15)
O2 C14 C5 109.86(14)
C6 C7 C2 121.73(13)
C9 C8 C13 118.28(16)
C9 C8 C6 121.44(15)
C13 C8 C6 120.27(15)
O7 C1 N1 126.68(14)
O7 C1 C2 124.67(14)
N1 C1 C2 108.62(12)
C19 C18 C20 111.41(17)
C19 C18 N1 107.89(14)
C20 C18 N1 109.45(13)
C19 C18 C21 110.55(17)
C20 C18 C21 107.26(17)
N1 C18 C21 110.30(14)
C8 C9 C10 120.68(18)
C12 C11 C10 119.04(17)
C11 C12 C13 120.8(2)
C8 C13 C12 120.5(2)
C11 C10 C9 120.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.3872(18)
O1 C5 1.4280(18)
N1 C4 1.3839(19)
N1 C1 1.3973(19)
N1 C18 1.5157(18)
O2 C14 1.3253(19)
O2 C15 1.446(2)
O5 C16 1.336(2)
O5 C17 1.456(2)
O6 C4 1.1993(18)
O7 C1 1.2008(19)
O3 C14 1.195(2)
C2 C7 1.497(2)
C2 C1 1.524(2)
C2 C3 1.5302(19)
C5 C14 1.523(2)
C5 C3 1.536(2)
C6 C7 1.329(2)
C6 C8 1.481(2)
C16 O4 1.189(2)
C16 C3 1.531(2)
C4 C3 1.538(2)
C8 C9 1.380(2)
C8 C13 1.382(2)
C18 C19 1.514(3)
C18 C20 1.516(2)
C18 C21 1.534(3)
C9 C10 1.384(3)
C11 C12 1.367(3)
C11 C10 1.369(3)
C12 C13 1.386(3)
